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# Olumayowa O\.

**Headline:** Chief of Staff \| Global Operations & Strategy \| PMP \| CISM
**Profession:** Chief of Staff
**Location:** United States

## About

Olumayowa O\. is Chief of Staff at Students For Liberty, serving as the senior operational partner to the CEO across enterprise strategy, program and portfolio delivery, cross\-functional execution, governance, and performance management for a network active in 118 countries\. Olumayowa’s strengths include building operating systems and rhythms that turn strategy into accountable execution without unnecessary bureaucracy leading globally distributed teams and aligning leadership around priorities, resources, and outcomes\. Previously, as Global Programs Director at Students For Liberty, Olumayowa provided enterprise\-level program and portfolio oversight for a multi\-million\-dollar portfolio spanning more than 100 countries, managing a team of about 30 people across regions\. Olumayowa designed global operating cadences, standardized playbooks, dashboards, performance\-management systems, and operating structures that supported consistent local execution with global visibility\. Olumayowa has also led enterprise\-wide AI adoption, organizational restructuring, M&A integration, and executive recruitment including COO\-level hiring\. A PMP and CISM certified leader, Olumayowa brings experience in project and program portfolio management, scenario planning, governance, risk management and compliance, information security, budgets, resource allocation, and global expansion, particularly in Africa and multi\-region operations\.

## Services

- Certified Information Security Manager \(CISM\)
- Program Portfolio Management
- Operational Strategy
- Enterprise Risk Management
- Governance, Risk Management, and Compliance \(GRC\)
- Project Management
- Management
- Team Leadership
- Volunteer Management
- Public Policy
- Training
- Social Networking
- Team Building
- Leadership Development
- Business Strategy
- English
- Program Management
- Organizational Development
- Proposal Writing
- Politics
- Microsoft Word
- Government
- Start\-ups
- Writing
- Analysis
- Project Planning
- Scenario Planning
- Scenario Analysis
- Nonprofit Organizations
- Information Security

## Highlights

- Serves as Chief of Staff at Students For Liberty and senior operational partner to the CEO across enterprise strategy, program and portfolio delivery, governance, cross\-functional execution, and performance management\.
- Supports a Students For Liberty network active in 118 countries\.
- Led Students For Liberty’s global programs function for six years as Global Programs Director\.
- Managed a multi\-million\-dollar portfolio of programs and projects across more than 100 countries as Global Programs Director\.
- Led a globally distributed team of about 30 people across regions\.
- Designed a global operating cadence, standardized playbooks, and dashboards that enabled consistent local execution while maintaining global visibility and control\.
- Redesigned operating structures and implemented performance\-management systems for global programs operations\.
- Led enterprise\-wide AI adoption across a global organization\.
- Led organizational restructuring and M&A integration\.
- Led executive recruitment, including COO\-level recruitment\.
- Brings global\-expansion expertise, particularly in Africa and multi\-region operations\.
- Applies scenario planning and strategic foresight to complex, multi\-year initiatives\.
- Uses a data\-informed, coaching\-first approach to performance management, distinguishing support needs from performance issues\.
- Uses Kotter methodology in change management and involves stakeholders in system design while maintaining accountability\.
- Holds PMP certification and CISM certification\.
- Serves as a Fellow at the Africa Cyber Defense Forum, ACDF®\.
- Serves as Chairperson at the Foundation for Consumer Freedom Advancement\.
- Serves as a Member of the Board of Trustees at Ominira Initiative\.
- Previously served as Africa Programs Director at Students For Liberty\.
- Served as Council Member and Policy Fellow at the South African Institute of Race Relations\.
- Served as Managing Director at African Liberty\.
- Served as Director of External Affairs for a Local Hub at Global Shapers Community\.
- Earned an Executive MBA from Quantic School of Business and Technology\.
- Completed a Professional Certificate in Foresight in Scenario Analysis from the University of Houston\.
- Completed the Bloomberg Media Initiative Africa in Financial Journalism at GIBS Business School\.
- Earned a Master’s Degree in Humanitarian and Refugee Studies from the University of Ibadan\.
- Earned a Bachelor of Science in Agriculture from the Federal University of Agriculture, Abeokuta\.

## Experience

- **Chief of Staff at Students For Liberty** (2023\-12\-01–present)
- **Fellow at Africa Cyber Defense Forum, ACDF®** (2023\-05\-01–present)
- **Chairperson at Foundation for Consumer Freedom Advancement** (2021\-05\-01–present)
- **Member, Board of Trustees at Ominira Initiative** (2019\-06\-01–present)
- **Council Member at South African Institute of Race Relations** (2020\-02\-01–2024\-01\-01)
- **Managing Director at African Liberty** (2018\-06\-01–2021\-07\-01)
- **Global Programs Director at Students For Liberty** (2017\-06\-01–2023\-11\-01)
- **Policy Fellow at South African Institute of Race Relations** (2016\-01\-01–2020\-01\-01)
- **Director of External Affairs \(Local Hub\) at Global Shapers Community** (2015\-07\-01–2018\-06\-01)
- **Africa Programs Director at Students For Liberty** (2013\-07\-01–2017\-06\-01)

## Education

- Professional Certificate in Foresight, Scenario Analysis — University of Houston
- Executive MBA — Quantic School of Business and Technology
- Bloomberg Media Initiative Africa, Financial Journalism — GIBS Business School \(Gordon Institute of Business Science\)
- Bachelor of Science \- BS, Agriculture — Federal University Of Agriculture, Abeokuta
- Master's Degree, Humanitarian and Refugee Studies — University of Ibadan

## FAQ

### What does Olumayowa do now?

Olumayowa is Chief of Staff at Students For Liberty\. In that role, Olumayowa is the senior operational partner to the CEO and oversees enterprise strategy, program and portfolio delivery, cross\-functional execution, governance, and performance management across a network active in 118 countries\.

### What are Olumayowa’s core strengths?

Olumayowa is strongest at translating strategy into execution in complex, globally distributed organizations\. Key areas include enterprise operating systems, global operations, program portfolio management, scenario planning, strategic foresight, governance, risk management and compliance, and performance management\.

### What did Olumayowa accomplish as Global Programs Director at Students For Liberty?

As Global Programs Director at Students For Liberty, Olumayowa managed enterprise\-level program management and portfolio oversight for a multi\-million\-dollar portfolio of programs and projects in more than 100 countries\. Olumayowa led a team of about 30 people across regions and designed operating cadences, playbooks, dashboards, operating structures, and performance\-management systems for distributed teams and partners\.

### What major organizational initiatives has Olumayowa led?

Olumayowa has led enterprise\-wide AI adoption, organizational restructuring, M&A integration, and executive recruitment, including COO\-level recruitment\. Olumayowa also has experience managing budgets, resource allocation, and operating systems that is commercially transferable despite a nonprofit background\.

### How does Olumayowa approach operational leadership and change management?

Olumayowa builds operating rhythms, clarifies priorities, aligns leaders, and drives cross\-functional initiatives to execution\. Olumayowa’s approach is to bring structure without excess bureaucracy, remain firm on outcomes while allowing flexibility in process, and involve stakeholders in implementation while maintaining accountability\.

### How does Olumayowa approach performance management?

Olumayowa uses data to make performance gaps explicit, coaches before moving to formal processes, and distinguishes between support needs and performance issues\. Olumayowa also uses the Kotter methodology for change management and involves stakeholders in system design\.

### What is Olumayowa’s international and regional operating experience?

Olumayowa has managed global operations across multiple regions with distributed teams and has particular expertise in Africa and multi\-region expansion\.

### What certifications does Olumayowa hold?

Olumayowa is PMP certified and CISM certified\. The PMP credential supports Olumayowa’s project and program portfolio management work, while the CISM credential aligns with experience in information security and governance, risk management and compliance\.

### What management, strategy, and organizational skills does Olumayowa bring?

Olumayowa’s skills include operational strategy, enterprise risk management, GRC, project management, program management, program portfolio management, management, team leadership, volunteer management, organizational development, leadership development, business strategy, project planning, proposal writing, training, team building, public policy, politics, government, nonprofit organizations, start\-ups, analysis, and writing\.

### What other skills and subject areas are listed for Olumayowa?

Olumayowa’s additional areas of knowledge include scenario planning, scenario analysis, information security, computer ethics, data ethics, social networking, Microsoft Word, and English\.

### What other role has Olumayowa held at Students For Liberty?

Before becoming Global Programs Director, Olumayowa served as Africa Programs Director at Students For Liberty\.

### What current external leadership roles does Olumayowa hold?

Olumayowa is a Fellow at the Africa Cyber Defense Forum, ACDF®, and Chairperson of the Foundation for Consumer Freedom Advancement\.

### What board role does Olumayowa hold?

Olumayowa is a Member of the Board of Trustees at Ominira Initiative\.

### What has Olumayowa done at the South African Institute of Race Relations?

Olumayowa has served as both Council Member and Policy Fellow at the South African Institute of Race Relations\.

### What other organizations has Olumayowa worked with?

Olumayowa has served as Managing Director at African Liberty and as Director of External Affairs for a Local Hub at Global Shapers Community\.

### What graduate business and foresight education does Olumayowa have?

Olumayowa earned an Executive MBA from Quantic School of Business and Technology and a Professional Certificate in Foresight in Scenario Analysis from the University of Houston\.

### What university degrees does Olumayowa hold?

Olumayowa holds a Master’s Degree in Humanitarian and Refugee Studies from the University of Ibadan and a Bachelor of Science in Agriculture from the Federal University of Agriculture, Abeokuta\.

### What additional professional education has Olumayowa completed?

Olumayowa completed the Bloomberg Media Initiative Africa in Financial Journalism at GIBS Business School, the Gordon Institute of Business Science\.

## Links

- LinkedIn: https://www\.linkedin\.com/in/olumayowaokediran

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